O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose | 99541-22-7

• 物质功能分类: 医药中间体 - 吡喃类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose
• 英文别名: 1,6:2,3-Dianhydro-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-b-D-glucopyranosyl)-b-D-mannopyranose；(1R,2S,4S,5R,6R)-5-[[(4aR,6S,7R,8S,8aR)-2-phenyl-7,8-bis(phenylmethoxy)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-3,8,9-trioxatricyclo[4.2.1.02,4]nonane
• CAS: 99541-22-7
• 化学式: C₃₃H₃₄O₉
• 分子量: 574.628
• InChiKey: SSTGUJLILULBIW-SFOLQFLFSA-N

物化性质

• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose 在 吡啶 、 sodium azide 、 ammonium chloride 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 β-D-Glucopyranose, 1,6-anhydro-2-azido-4-O-[2,3-bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-β-D-glucopyranosyl]-2-deoxy-, 3-acetate
  参考文献：
  名称：

  Synthesis, from cellobiose, of a trisaccharide closely related to the GlcNAc→GlcA→GlcN segment of the anti-thrombin-binding sequence of heparin

  摘要：

  O-(2-Deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1----4)- O-(beta-D- glucopyranosyluronic acid)-(1----4)-1,6-anhydro-2-deoxy-2-sulfamido-6-O-sulfo-beta-D-gl ucopyranose pentasodium salt (14) was synthesized as a heparin-related oligosaccharide. The glycosyl acceptor (derived from cellobiose) and a glycosyl donor, 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl bromide, were coupled in the presence of mercuric bromide and molecular sieves 4A to afford a 69% yield of fully protected trisaccharide, namely, O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl)-(1 ----4)- O-(methyl 2,3-di-O-benzyl-beta-D-glucopyranosyluronate)-(1----4)-3-O-acetyl- 1,6-anhydro-2 - azido-2-deoxy-beta-D-glucopyranose (10), which was converted into the partially sulfated trisaccharide 14. Compound 10 also underwent acetolysis to afford the glycosyl acetate, for further elongation of the glycosyl chain.

  DOI：

  10.1016/s0008-6215(00)90458-0
• 作为产物：
  描述：

  2',3'-di-O-benzyl derivative of 1,6-anhydro-4',6'-O-benzylidenecellobiose 在 sodium methylate 、 1-对甲基苯磺酰咪唑 作用下， 以 正己烷 、 氯仿 为溶剂， 反应 5.5h， 以91%的产率得到O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose
  参考文献：
  名称：

  Synthesis, from cellobiose, of a trisaccharide closely related to the GlcNAc→GlcA→GlcN segment of the anti-thrombin-binding sequence of heparin

  摘要：

  O-(2-Deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1----4)- O-(beta-D- glucopyranosyluronic acid)-(1----4)-1,6-anhydro-2-deoxy-2-sulfamido-6-O-sulfo-beta-D-gl ucopyranose pentasodium salt (14) was synthesized as a heparin-related oligosaccharide. The glycosyl acceptor (derived from cellobiose) and a glycosyl donor, 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl bromide, were coupled in the presence of mercuric bromide and molecular sieves 4A to afford a 69% yield of fully protected trisaccharide, namely, O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl)-(1 ----4)- O-(methyl 2,3-di-O-benzyl-beta-D-glucopyranosyluronate)-(1----4)-3-O-acetyl- 1,6-anhydro-2 - azido-2-deoxy-beta-D-glucopyranose (10), which was converted into the partially sulfated trisaccharide 14. Compound 10 also underwent acetolysis to afford the glycosyl acetate, for further elongation of the glycosyl chain.

  DOI：

  10.1016/s0008-6215(00)90458-0

文献信息

• [EN] AN EFFICIENT AND SCALABLE PROCESS FOR THE MANUFACTURE OF FONDAPARINUX SODIUM<br/>[FR] PROCÉDÉ EFFICACE ET EXTENSIBLE DE FABRICATION DE FONDAPARINUX SODIQUE
  申请人：RELIABLE BIOPHARMACEUTICAL CORP

  公开号：WO2013115817A1

  公开（公告）日：2013-08-08

  The present invention relates to a process for the synthesis of the Factor Xa anticoagulent Fondaparinux and related compounds. The invention relates, in addition, to efficient and scalable processes for the synthesis of various intermediates useful in the synthesis of Fondaparinux and related compounds.

  本发明涉及一种用于合成因子Xa抗凝剂Fondaparinux及相关化合物的过程。此外，该发明还涉及用于合成Fondaparinux及相关化合物的各种中间体的高效可扩展过程。
• Polyolefin compositions
  申请人：SABIC GLOBAL TECHNOLOGIES B.V.

  公开号：US10626249B2

  公开（公告）日：2020-04-21

  The invention relates to a composition comprising A) polyolefin and B) one or more compounds selected from the group of galactopyranoside derivatives, galactopyranose derivatives, mannopyranoside derivatives, mannopyranose derivatives, mannofuranoside derivatives and mannofuranose derivatives, wherein the amount of component B) is from 0.25 to 5 wt % based on the total composition. The invention relates to use of the composition in injection molding.

  本发明涉及一种组合物，该组合物包含 A）聚烯烃和 B）一种或多种选自半乳糖吡喃糖苷衍生物、半乳糖吡喃糖衍生物、甘露吡喃糖苷衍生物、甘露吡喃糖衍生物、甘露呋喃糖苷衍生物和甘露呋喃糖衍生物组的化合物，其中成分 B）的用量为总组合物的 0.25 至 5 wt %。本发明涉及组合物在注塑成型中的用途。
• KUDZUXARA, XIROMI;ITIKAVA, YUKITAKA
  作者：KUDZUXARA, XIROMI、ITIKAVA, YUKITAKA

  DOI：——

  日期：——
• POLYOLEFIN COMPOSITIONS
  申请人：SABIC Global Technologies B.V.

  公开号：EP3347413B1

  公开（公告）日：2019-08-07